Cationic Platinum-Complex-Catalyzed Skeletal Reorganization of Enynes

The skeletal reorganization of 1,6-enynes into 1-vinylcyclopentenes was catalyzed by a cationic platinum complex under extremely mild conditions. The unusual rearrangement of the carbon skeleton, involving the cleavage of both the double and triple carbon−carbon bonds, was observed in certain cases...

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Bibliographic Details
Published in:Organometallics 2001-08, Vol.20 (17), p.3704-3709
Main Authors: Oi, Shuichi, Tsukamoto, Issei, Miyano, Sotaro, Inoue, Yoshio
Format: Article
Language:English
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Summary:The skeletal reorganization of 1,6-enynes into 1-vinylcyclopentenes was catalyzed by a cationic platinum complex under extremely mild conditions. The unusual rearrangement of the carbon skeleton, involving the cleavage of both the double and triple carbon−carbon bonds, was observed in certain cases and confirmed by 13C- and 2H-labeling experiments. Reaction mechanisms describing the rearrangement of carbocations are proposed.
ISSN:0276-7333
1520-6041
DOI:10.1021/om010316v